CHI - SIN

$404 Find Cheap Flights from Chicago to Singapore - Compare and Save

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Everything you should know

Cheapest round-trip
$756
Typical prices: $951-$1,603
Air Canada
Sat 10/27Sat 11/3
ORD - SIN • 2 stops
Cheapest one-way
$404
Typical prices: $511-$994
Cathay Pacific
Fri 11/2
ORD - SIN • 1 stop
Nonstop flights
There are currently no direct flights between Chicago and Singapore. You'll need to take a connecting flight to reach the destination.
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Top routes
Cheapest • 18% average savings
Most popular
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When to book
in advance
Our data shows that travelers who book at least 26 weeks in advance save around 21% compared to booking last minute.
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When to travel
Cheapest • 27% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $819 (round-trip)
Shortest trip • 22h 37m (one-way)
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Flight Deals

Cheap Flights from Chicago to Singapore (CHI-SIN)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Singapore

Tue, Oct 27 - Tue, Nov 3
Air Canada Logo
8:40 am - 7:00 amORD  Chicago O'Hare Intl-SIN Singapore Changi
33h 20m2 stops Calgary Vancouver Intl
Air Canada Logo
8:40 am - 5:10 pmSIN  Singapore Changi-ORD Chicago O'Hare Intl
46h 30m2 stops Vancouver Intl Calgary
$756Air Canada
Thu, Oct 29 - Thu, Nov 5
Air Canada Logo
8:40 am - 7:00 amORD  Chicago O'Hare Intl-SIN Singapore Changi
33h 20m2 stops Calgary Vancouver Intl
Air Canada Logo
8:40 am - 2:37 pmSIN  Singapore Changi-ORD Chicago O'Hare Intl
19h 57m1 stop Vancouver Intl
$758Air Canada
Mon, Nov 2 - Sun, Nov 8
Cathay Pacific Logo
2:35 pm - 1:05 pmORD  Chicago O'Hare Intl-SIN Singapore Changi
32h 30m1 stop Hong Kong Intl
Cathay Pacific Logo
1:25 am - 12:55 pmSIN  Singapore Changi-ORD Chicago O'Hare Intl
25h 30m1 stop Hong Kong Intl
$814Cathay Pacific
Wed, Oct 28 - Wed, Nov 4
Cathay Pacific Logo
3:35 pm - 3:45 pmORD  Chicago O'Hare Intl-SIN Singapore Changi
35h 10m1 stop Hong Kong Intl
Cathay Pacific Logo
7:40 am - 12:55 pmSIN  Singapore Changi-ORD Chicago O'Hare Intl
19h 15m1 stop Hong Kong Intl
$814Cathay Pacific
Mon, Nov 2 - Mon, Nov 9
Korean Air Logo
11:15 am - 12:10 amORD  Chicago O'Hare Intl-SIN Singapore Changi
22h 55m1 stop Incheon Intl
Korean Air Logo
10:40 am - 8:30 amSIN  Singapore Changi-ORD Chicago O'Hare Intl
35h 50m1 stop Incheon Intl
$814Korean Air
Mon, Nov 2 - Thu, Nov 5
Turkish Airlines Logo
9:15 pm - 9:55 amORD  Chicago O'Hare Intl-SIN Singapore Changi
22h 40m1 stop Istanbul
Turkish Airlines Logo
10:25 am - 11:00 amSIN  Singapore Changi-ORD Chicago O'Hare Intl
38h 35m1 stop Istanbul
$828Turkish Airlines
Wed, Oct 28 - Tue, Nov 3
Korean Air Logo
12:15 pm - 12:10 amORD  Chicago O'Hare Intl-SIN Singapore Changi
22h 55m1 stop Incheon Intl
Korean Air Logo
1:35 am - 8:30 amSIN  Singapore Changi-ORD Chicago O'Hare Intl
20h 55m1 stop Incheon Intl
$853Korean Air
Thu, Oct 15 - Thu, Oct 22
Multiple Airlines Logo
8:49 am - 5:15 amORD  Chicago O'Hare Intl-SIN Singapore Changi
31h 26m1 stop Vancouver Intl
Multiple Airlines Logo
7:00 am - 8:06 pmSIN  Singapore Changi-ORD Chicago O'Hare Intl
26h 06m1 stop Vancouver Intl
$853Multiple Airlines
Tue, Oct 27 - Tue, Nov 3
Multiple Airlines Logo
8:49 am - 7:00 amORD  Chicago O'Hare Intl-SIN Singapore Changi
33h 11m1 stop Vancouver Intl
Multiple Airlines Logo
8:15 pm - 2:37 pmSIN  Singapore Changi-ORD Chicago O'Hare Intl
32h 22m2 stops Hong Kong Intl Vancouver Intl
$862Multiple Airlines
Sat, Oct 31 - Tue, Nov 3
Turkish Airlines Logo
12:45 pm - 5:40 pmORD  Chicago O'Hare Intl-SIN Singapore Changi
39h 55m1 stop Istanbul
Turkish Airlines Logo
11:15 pm - 7:20 pmSIN  Singapore Changi-ORD Chicago O'Hare Intl
34h 05m1 stop Istanbul
$865Turkish Airlines
Booking Insights

Price, demand and travel trends for Chicago to Singapore flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Chicago to Singapore with more confidence.

How much is a round-trip flight from Chicago to Singapore?

Round-trip flights from Chicago to Singapore start at $756. Prices are below average for this route right now, with typical round-trip fares ranging from $951 to $1,603. The lowest price found in the past 5 days was $756 on Air Canada.

What is the cheapest Chicago to Singapore flight route?

Chicago O'Hare Intl Airport (ORD) to Singapore (SIN) is the cheapest Chicago to Singapore route, averaging $1,231 round-trip. Other Chicago to Singapore routes average $1,766, based on KAYAK data over the past 12 months.

What's the cheapest day of the week to fly from Chicago to Singapore?

Tuesday is the cheapest day of the week to fly from Chicago to Singapore, it is 16% cheaper than the average day. Friday is the most expensive day with flight prices 15% higher than average. Based on deals found by KAYAK users in the last 12 months.

What is the cheapest month to fly from Chicago to Singapore?

  • September is the cheapest month to fly from Chicago to Singapore at $900 round-trip.
  • December ($1,864) and July ($1,362) are the most expensive months.
  • The price difference between flying in the cheapest and most expensive months is 107% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices from Chicago to Singapore the cheapest?

Flights from Chicago to Singapore are cheapest 26 weeks before departure. Booking in this window typically costs about 21% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Key details for Chicago to Singapore flights

Low season

May

Cheapest flight

$404
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly and prices are also 19% lower on average.
Flight from Chicago O'Hare Intl Airport to Singapore

When to book flights from Chicago to Singapore

Are your dates flexible? Find out the best times to travel from Chicago to Singapore based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Chicago to Singapore flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • Where is the yoga room at ORD?

    If you’d like to stretch as you wait for your flight to Singapore, you can visit O'Hare's yoga room located near the Urban Garden in the terminal 3 rotunda. Once you’re done with your practice, you can shower at the Hilton Athletic Club between terminal 2 and the parking garage. It’s worth noting that to access this club, you’ll part with some cash.

  • Does ORD have interesting destinations worth checking out?

    Yes, it does. While waiting for your flight to Singapore, you should check out the Urban Garden near the mezzanine level of the terminal 3 rotunda. The garden features over 26 plant varieties and is the perfect place to calm your nerves before a long flight.

  • Where can I get a wheelchair in SIN?

    Once you land at SIN, you can request a wheelchair at the airport’s customer service counters and information centers. Alternatively, to have a wheelchair waiting for you at the gate upon arrival, inform your airline at least 72 hours before the flight and they will make arrangements for you.

  • What are the layover options for flights from ORD to SIN?

    There are various layover destinations between Chicago and Singapore. San Francisco is one of the most preferred on this route. It mainly serves Singapore Airlines flights on the route. Incheon is another popular destination. It mainly serves Korean Airlines flights traveling from ORD to SIN.

  • Which airports can I use when flying from Chicago to Singapore?

    Flights from Chicago to Singapore may depart from several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD). Flights usually arrive at Singapore Changi (SIN).

  • What cabin classes can I book on flights from Chicago to Singapore?

    Three cabin classes are available on flights from Chicago to Singapore:

    • Economy Class
    • Premium Economy Class
    • Business Class

  • Which airports do connecting flights from Chicago to Singapore pass through?

    One-stop flights from Chicago to Singapore most commonly connect through:

    • San Francisco (SFO) - 25% of one-stop connections
    • Doha Hamad Intl (DOH) - 16% of one-stop connections
    • Hong Kong Intl (HKG) - 13% of one-stop connections
    • Istanbul (IST) - 11% of one-stop connections

    San Francisco (SFO) handles the largest share of one-stop connections on this route.

  • Can I save money by using flexible dates for flights from Chicago to Singapore?

    Yes. Being flexible with your travel dates can save you up to 28% on the Chicago to Singapore route. Tuesday is the cheapest departure day at $1,036 round-trip on average, while Friday is the most expensive at $1,420, a difference of $384. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What popular places can I visit in Singapore?

    Some of the most popular sights in Singapore are Marina Bay Sands, Marina Bay and Sentosa. These are among the most viewed places in Singapore on KAYAK.

  • How expensive are last-minute Chicago to Singapore flights?

    Last-minute fares on this route - booked within 2 weeks of departure - run 1% below the route average of $1,233. Booking late can sometimes save money on this route, but inventory is limited.

  • How long is a flight from Chicago to Singapore?

    A nonstop flight from Chicago to Singapore takes 0h 00m, covering 9,356 miles.

  • Do I need a passport to fly from Chicago to Singapore?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • How are flight prices from Chicago to Singapore looking right now?

    One-way fares from Chicago to Singapore are currently lower than usual. Average one-way flight prices are about $440, which is 35% below the typical average for this route.

  • How much time can I save by choosing a different layover airport from Chicago to Singapore?

    Flying via Taipei City Taiwan Taoyuan Intl (TPE) gives the shortest average 1-stop total travel time at 22h 37m, compared with 22h 39m via Vancouver Intl (YVR) and 22h 44m via Tokyo Narita (NRT).

  • What is the time difference between Chicago and Singapore?

    Singapore is 13 hours ahead of Chicago (Singapore Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • What car rental options are available at Singapore Changi Airport (SIN)?

    Singapore Changi Airport (SIN) hosts 5 major car rental companies, with daily rates starting from around $59 for economy cars. Top options include:
    · Avis
    · Sixt
    · Thrifty
    · Hertz
    · Europcar

  • How much should I expect to pay for a Chicago to Singapore flight?

    Round-trip flights from Chicago to Singapore range from $951 to $1,603, with an average of $1,233 over the past 12 months. Anything below $951 counts as a good deal.

Your guide to booking Chicago to Singapore flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Tuesday departure instead of Friday. On this route, Tuesday flights average $1,036 - about $384 less than Friday (27% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 26 weeks before you fly. On this route, that window historically saves about 21% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Chicago to Singapore trip for September. Fares historically average $900 round-trip in that month - typically $964 less than the most expensive month, which is December (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Singapore Changi Airport.
    - Crowne Plaza Changi Airport by IHG
    - Yotelair Singapore Changi Airport
    - Changi Transit Hotel Terminal 1
  • Chicago has two airports, O’Hare International Airport (ORD) and Chicago Midway International Airport (MDW). All flights to Singapore leave from the O'Hare International Airport, which is the busier of the two airports. On your travel date, make sure to arrive at ORD at least 2 hours ahead of your departure time to give yourself enough time to get through the check-in and security lines.
  • When waiting for your flight to Singapore at ORD, you can enjoy relaxing beauty and spa services at XpresSpa. Located near gate M10 in terminal 5, this spa prides itself on having well-trained and adequately experienced professionals. It's the perfect way to relax before a long international flight.
  • If you need to charge your laptop or electronic devices, ORD has several power stations you can visit. In terminal 1 they are situated near gates B4, B12, B19, C15, and C28, while in terminal 2, they are situated near gates E8 and F2. Terminal 3’s power stations are near gates G9, H12, K12, and L10 and terminal 5’s are near gates M4, M7, and M13.
  • At Singapore Changi International Airport (SIN) there are various sculptures you can check out both before and after security in terminal 3. Make sure you stop by the world’s largest sculpture, the Kinetic Rain, in terminal 1. It's the perfect spot for a welcome-to-Singapore selfie!
  • If you would like to rent a car at SIN, you can easily do so at SIN's rental counters in the arrivals hall. There are several dependable car rental agencies to choose from like Avis, Budget, and Hertz. These car rental agencies are normally in operation from 7 am – 11 pm daily.

Everything you need to know for your flight from Chicago to Singapore

Information on your arrival and departure airports